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440 E Massachusetts Avenue, 
Southern Pines, NC 28387

$550,000


3

Beds


2

Baths


2,076

Sq Ft


Single Family

Active

Listed by

Samantha L Cole

, 

Greg Riley

La Belle Vie Realty

Last updated:

November 12, 2026, 04:13 AM

MLS#

100613610

Source:

NC CCAR

About This Home

440 E Massachusetts Avenue

Discover the charm of downtown Southern Pines living with the added benefits of a detached guest cottage and separate garage! Situated on nearly half an acre, this property offers modern updates and versatility, all within a short distance of downtown shops, restaurants, parks, and entertainment. The main residence features 3 bedrooms, 2 full bathrooms, and inviting living spaces filled with warmth and character. Beautiful wood flooring, built-in shelving, and a cozy fireplace create a welcoming atmosphere, while the updated kitchen features white cabinetry, granite countertops, stainless steel appliances, and a spacious island. French doors lead from the dining area to an enclosed sunroom, providing additional space to relax or entertain. The primary suite includes a large walk-in closet and private bathroom. Adding to the property's appeal is a detached guest cottage featuring its own living area, full kitchen, bedroom, and bathroom. The possibilities for this separate living space is abundant; guest cottage, work space or investment income, just to name a few. A detached garage provides even more versatility, with space that can serve as a traditional garage, workshop, or additional storage area. Outside, the spacious fenced backyard and mature trees create an inviting outdoor setting, all just minutes from the heart of Southern Pines. With its desirable location, thoughtful updates, detached guest cottage, and multifunctional garage, this property offers a unique opportunity to enjoy the convenience and character of Southern Pines! The cottage's AC was replaced in 2020, the main home's AC system in 2022 and the roof in 2020.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1962

Subdivision & Development:

Downtown

Price Summary

550,000

$264 per Sq. Ft.

MLS #:

100613610

Last Updated:

November 12, 2026, 04:13 AM

Added:

13 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

2,076 Sq. Ft.


Structure

Structure

Building Area:

1,576 Sq. Ft.

Year Built:

1962


Lot

Lot Size (Sq. Ft):

19,602


Finances & Disclosures

Finances

Price:

$550,000

Price per Sq. Ft:

$264 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.